NPASS drugs

Drug Information

Drug ID:	NPD5117
Drug Name:	Bms-582949
Molecular Formula:	C22H26N6O2
Canonical SMILES:	CCCN=C(c1cn2c(c1C)c(=Nc1cc(ccc1C)C(=NC1CC1)O)nc[nH]2)O
Standard InCHI:	InChI=1S/C22H26N6O2/c1-4-9-23-22(30)17-11-28-19(14(17)3)20(24-12-25-28)27-18-10-15(6-5-13(18)2)21(29)26-16-7-8-16/h5-6,10-12,16H,4,7-9H2,1-3H3,(H,23,30)(H,26,29)(H,24,25,27)
Standard InCHIKey:	GDTQLZHHDRRBEB-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5117

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	375
0.1-0.2	2880
0.2-0.3	10386
0.3-0.4	12223
0.4-0.5	2428
0.5-0.6	1563
0.6-0.7	957
0.7-0.8	78
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7845	NPC313791
Intermediate Similarity	0.7697	NPC131718
Intermediate Similarity	0.7624	NPC49954
Intermediate Similarity	0.7624	NPC474561
Intermediate Similarity	0.7556	NPC282231
Intermediate Similarity	0.7514	NPC194640
Intermediate Similarity	0.7514	NPC102423
Intermediate Similarity	0.75	NPC279918
Intermediate Similarity	0.7486	NPC63751
Intermediate Similarity	0.7432	NPC160105
Intermediate Similarity	0.7418	NPC476118
Intermediate Similarity	0.7382	NPC15102
Intermediate Similarity	0.7366	NPC314603
Intermediate Similarity	0.734	NPC59269
Intermediate Similarity	0.7337	NPC54988
Intermediate Similarity	0.7318	NPC469765
Intermediate Similarity	0.7318	NPC469786
Intermediate Similarity	0.7318	NPC469763
Intermediate Similarity	0.7318	NPC73952
Intermediate Similarity	0.7318	NPC25008
Intermediate Similarity	0.7318	NPC469760
Intermediate Similarity	0.7318	NPC259644
Intermediate Similarity	0.731	NPC242209
Intermediate Similarity	0.7302	NPC176199
Intermediate Similarity	0.7302	NPC215795
Intermediate Similarity	0.7292	NPC314002
Intermediate Similarity	0.7278	NPC75540
Intermediate Similarity	0.7278	NPC212376
Intermediate Similarity	0.7278	NPC211572
Intermediate Similarity	0.7278	NPC70922
Intermediate Similarity	0.7278	NPC80597
Intermediate Similarity	0.7277	NPC48938
Intermediate Similarity	0.7258	NPC194411
Intermediate Similarity	0.7254	NPC171171
Intermediate Similarity	0.7249	NPC248454
Intermediate Similarity	0.7245	NPC99666
Intermediate Similarity	0.724	NPC204717
Intermediate Similarity	0.7231	NPC95783
Intermediate Similarity	0.7228	NPC311276
Intermediate Similarity	0.7216	NPC46580
Intermediate Similarity	0.7207	NPC105818
Intermediate Similarity	0.7207	NPC24678
Intermediate Similarity	0.7198	NPC469762
Intermediate Similarity	0.7188	NPC220765
Intermediate Similarity	0.7158	NPC230869
Intermediate Similarity	0.7158	NPC68354
Intermediate Similarity	0.715	NPC165495
Intermediate Similarity	0.7143	NPC275305
Intermediate Similarity	0.7143	NPC469785
Intermediate Similarity	0.7143	NPC141353
Intermediate Similarity	0.7143	NPC37423
Intermediate Similarity	0.7113	NPC188387
Intermediate Similarity	0.7113	NPC163421
Intermediate Similarity	0.7105	NPC150048
Intermediate Similarity	0.7105	NPC203754
Intermediate Similarity	0.7104	NPC129721
Intermediate Similarity	0.7104	NPC212742
Intermediate Similarity	0.7098	NPC163055
Intermediate Similarity	0.7079	NPC159856
Intermediate Similarity	0.7079	NPC470497
Intermediate Similarity	0.7079	NPC314372
Intermediate Similarity	0.7071	NPC304187
Intermediate Similarity	0.7071	NPC477167
Intermediate Similarity	0.7071	NPC477166
Intermediate Similarity	0.7071	NPC473342
Intermediate Similarity	0.7068	NPC184964
Intermediate Similarity	0.7068	NPC326575
Intermediate Similarity	0.7065	NPC470499
Intermediate Similarity	0.7056	NPC288445
Intermediate Similarity	0.7053	NPC469938
Intermediate Similarity	0.7049	NPC285469
Intermediate Similarity	0.7037	NPC158129
Intermediate Similarity	0.7024	NPC475070
Intermediate Similarity	0.7021	NPC201700
Intermediate Similarity	0.7015	NPC77555
Intermediate Similarity	0.7005	NPC213629
Intermediate Similarity	0.7005	NPC476465
Intermediate Similarity	0.7	NPC34508
Remote Similarity	0.699	NPC94752
Remote Similarity	0.6985	NPC324149
Remote Similarity	0.698	NPC212213
Remote Similarity	0.6979	NPC151939
Remote Similarity	0.6974	NPC228835
Remote Similarity	0.6974	NPC284678
Remote Similarity	0.6973	NPC135141
Remote Similarity	0.6973	NPC92796
Remote Similarity	0.6968	NPC49217
Remote Similarity	0.6966	NPC190296
Remote Similarity	0.6961	NPC37548
Remote Similarity	0.6959	NPC233936
Remote Similarity	0.6952	NPC40779
Remote Similarity	0.695	NPC307963
Remote Similarity	0.6947	NPC470498
Remote Similarity	0.6943	NPC472443
Remote Similarity	0.6931	NPC156704
Remote Similarity	0.6927	NPC267885
Remote Similarity	0.6912	NPC303820
Remote Similarity	0.6912	NPC106771
Remote Similarity	0.6912	NPC205254
Remote Similarity	0.6912	NPC23420
Remote Similarity	0.6902	NPC207726
Remote Similarity	0.6898	NPC16667
Remote Similarity	0.6895	NPC280548
Remote Similarity	0.6891	NPC293472
Remote Similarity	0.6891	NPC96890
Remote Similarity	0.6882	NPC318065
Remote Similarity	0.6882	NPC206819
Remote Similarity	0.6878	NPC94211
Remote Similarity	0.6878	NPC98187
Remote Similarity	0.6878	NPC475935
Remote Similarity	0.6878	NPC52909
Remote Similarity	0.6875	NPC203468
Remote Similarity	0.6875	NPC149155
Remote Similarity	0.6875	NPC110500
Remote Similarity	0.6872	NPC153980
Remote Similarity	0.6872	NPC6865
Remote Similarity	0.6869	NPC17059
Remote Similarity	0.6869	NPC278434
Remote Similarity	0.6868	NPC187951
Remote Similarity	0.6866	NPC106937
Remote Similarity	0.6865	NPC51054
Remote Similarity	0.6863	NPC293917
Remote Similarity	0.6863	NPC476167
Remote Similarity	0.6863	NPC32200
Remote Similarity	0.6862	NPC162268
Remote Similarity	0.6862	NPC472587
Remote Similarity	0.6857	NPC5145
Remote Similarity	0.6856	NPC270009
Remote Similarity	0.6856	NPC72980
Remote Similarity	0.6856	NPC11126
Remote Similarity	0.6856	NPC213468
Remote Similarity	0.6856	NPC126709
Remote Similarity	0.6856	NPC248041
Remote Similarity	0.6853	NPC62510
Remote Similarity	0.6851	NPC143872
Remote Similarity	0.6847	NPC229332
Remote Similarity	0.6845	NPC211813
Remote Similarity	0.6842	NPC317430
Remote Similarity	0.6842	NPC78020
Remote Similarity	0.6839	NPC134586
Remote Similarity	0.6837	NPC472444
Remote Similarity	0.6834	NPC321708
Remote Similarity	0.6832	NPC133366
Remote Similarity	0.6829	NPC315491
Remote Similarity	0.6829	NPC45459
Remote Similarity	0.6825	NPC72956
Remote Similarity	0.6821	NPC300688
Remote Similarity	0.6818	NPC474707
Remote Similarity	0.6818	NPC235684
Remote Similarity	0.6814	NPC192315
Remote Similarity	0.6814	NPC265576
Remote Similarity	0.6814	NPC473640
Remote Similarity	0.6814	NPC239954
Remote Similarity	0.6812	NPC200836
Remote Similarity	0.6812	NPC53144
Remote Similarity	0.6811	NPC470507
Remote Similarity	0.6811	NPC38736
Remote Similarity	0.6809	NPC225018
Remote Similarity	0.6804	NPC211997
Remote Similarity	0.6804	NPC111275
Remote Similarity	0.6802	NPC472294
Remote Similarity	0.68	NPC76748
Remote Similarity	0.6798	NPC251090
Remote Similarity	0.6792	NPC128084
Remote Similarity	0.6791	NPC67056
Remote Similarity	0.6788	NPC471579
Remote Similarity	0.6786	NPC71037
Remote Similarity	0.6786	NPC192270
Remote Similarity	0.6784	NPC204565
Remote Similarity	0.6784	NPC317030
Remote Similarity	0.6782	NPC198673
Remote Similarity	0.6782	NPC474177
Remote Similarity	0.678	NPC100321
Remote Similarity	0.6779	NPC470500
Remote Similarity	0.6769	NPC283219
Remote Similarity	0.6768	NPC476319
Remote Similarity	0.6768	NPC280290
Remote Similarity	0.6766	NPC473763
Remote Similarity	0.6766	NPC92111
Remote Similarity	0.6766	NPC117244
Remote Similarity	0.6763	NPC193761
Remote Similarity	0.6762	NPC18348
Remote Similarity	0.676	NPC469768
Remote Similarity	0.676	NPC469767
Remote Similarity	0.676	NPC469780
Remote Similarity	0.676	NPC469761
Remote Similarity	0.676	NPC469779
Remote Similarity	0.676	NPC469784
Remote Similarity	0.676	NPC469783
Remote Similarity	0.6751	NPC19679
Remote Similarity	0.6751	NPC472110
Remote Similarity	0.6751	NPC472109
Remote Similarity	0.675	NPC32771
Remote Similarity	0.675	NPC65215
Remote Similarity	0.675	NPC173028
Remote Similarity	0.675	NPC296527
Remote Similarity	0.6749	NPC195314
Remote Similarity	0.6749	NPC202812
Remote Similarity	0.6749	NPC326634
Remote Similarity	0.6748	NPC315957

Drug Structure

NPD5117 OpenBabel08211706322D 33 36 0 0 0 0 0 0 0 0999 V2000 -3.8364 -4.1808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3272 -2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3364 -3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3364 -3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8364 -2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8364 -2.4487 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -3.3147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8364 -4.1808 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 16 1 0 0 0 0 8 16 1 0 0 0 0 9 23 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 17 2 0 0 0 0 11 28 1 0 0 0 0 12 24 2 0 0 0 0 12 25 1 0 0 0 0 13 18 2 0 0 0 0 14 17 1 0 0 0 0 14 19 2 0 0 0 0 15 21 1 0 0 0 0 16 26 1 0 0 0 0 17 22 1 0 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 28 1 0 0 0 0 20 24 1 0 0 0 0 20 27 2 3 0 0 0 21 26 2 3 0 0 0 21 29 1 0 0 0 0 22 23 2 3 0 0 0 22 30 1 0 0 0 0 25 28 1 0 0 0 0 25 31 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001825
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10409068
ChEBI
CAS Number

Drug Properties

Molecular Weight	406.21
ALogP	-1.2108
MLogP	3
XLogP	3.333
HDA	8
HBD	3
Rotatable Bonds	11
TPSA	106.86
RO5 Violation	0